With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.385425-15-0,1-(4-Iodophenyl)piperidin-2-one,as a common compound, the synthetic route is as follows.
Example 52 1-(4-Methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid (61). A solution of 1-(4-methoxy-phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester (50, 2.0 g, 6.4 mmol), 1-(4-iodo-phenyl)-piperidin-2-one (60, 2.5 g, 8.3 mmol, 1.3 equiv), and K2CO3 (325 mesh powder, 1.80 g, 12.8 mmol, 2.0 equiv) in DMSO (35 mL) was degassed three times under a steady nitrogen stream before being treated with CuI (244 mg, 1.3 mmol, 20% equiv) and 8-hydroxyquinoline (189 mg, 1.3 mmol, 20% equiv) under N2. The resulting reaction mixture was subsequently degassed three times again before being warmed up to 125 C. for 10 h. When HPLC showed the coupling reaction was complete, the reaction mixture was cooled down to 5-10 C. before being treated with 14% NH4OH aqueous solution (30 mL) and ethyl acetate (30 mL) at 5-10 C. with good stirring. The mixture was stirred for an additional 1 h at 5-10 C. The mixture was filtered through a Celite bed and the Celite bed was washed with water (2*10 mL). The two layers of the filtrates were separated, and the aqueous layer was acidified by 1 N aqueous HCl solution to pH=4. The mixture was subsequently stirred at 5-10 C. for an additional 1 h. The solids were collected by filtration, washed with water (2*5 mL), and dried in vacuo at 40-45 C. for 12 h to afford the crude desired 1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid (61, 2.0 g, 2.95 g theoretical, 68%), which was found to be pure enough to do the following reaction without further purification. For 61, CIMS m/z 461 (M++H, C25H24N4O5)., 385425-15-0
As the paragraph descriping shows that 385425-15-0 is playing an increasingly important role.
Reference£º
Patent; Zhou, Jiacheng; Oh, Lynette M.; Ma, Philip; Li, Hui-Yin; Confalone, Pasquale; US2003/181466; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem